8‐Prenylnaringenin tissue distribution and pharmacokinetics in mice and its binding to human serum albumin and cellular uptake in human embryonic kidney cells

Abstract

8‐Prenylnaringenin (8‐PN), a hop flavonoid, is a promising food substance with health benefits. Compared with nonprenylated naringenin, 8‐PN exhibits stronger estrogenic activity and prevents muscle atrophy. Moreover, 8‐PN prevents hot flushes and bone loss. Considering that prenylation reportedly improves the bioavailability of flavonoids, we compared the parameters related to the bioavailability [pharmacokinetics and tissue distribution in C57/BL6 mice, binding affinity to human serum albumin (HSA), and cellular uptake in HEK293 cells] of 8‐PN and its mother (non‐prenylated) compound naringenin. C57/BL6 mice were fed an 8‐PN or naringenin mixed diet for 22 days. The amount of 8‐PN (nmol/g tissue) in the kidneys (16.8 ± 9.20), liver (14.8 ± 2.58), muscles (3.33 ± 0.60), lungs (2.07 ± 0.68), pancreas (1.80 ± 0.38), heart (1.71 ± 0.27), spleen (1.36 ± 0.29), and brain (0.31 ± 0.09) was higher than that of naringenin. A pharmacokinetic study in mice demonstrated that the Cmax of 8‐PN (50 mg/kg body weight) was lower than that of naringenin; however, the plasma concentration of 8‐PN 8 h after ingestion was higher than that of naringenin. The binding affinity of 8‐PN to HSA and cellular uptake in HEK293 cells were higher than those of naringenin. 8‐PN bioavailability features assessed in mouse or human model experiments were obviously different from those of naringenin.

Effect of Structural Differences in Naringenin, Prenylated Naringenin, and Their Derivatives on the Anti-Influenza Virus Activity and Cellular Uptake of Their Flavanones

“…When further cellular distribution was examined by fluorescence microscopy and compared to naringenin, the distribution of fluorescence was clearly confirmed (Figure 4). Tanaka et al reported that the cellular uptake of 8-PN in HEK293 cells was higher than that of naringenin [39], and similar results were obtained in MDCK cells. While 8-PN was localized throughout the nucleus and cytoplasm, 6-PN was localized in the periphery of the cytoplasm.…”

Effectiveness of Bay Leaves (Syzygium polyanthum) to Reduce Body Mass Index Among Pre-Menopausal Obese Adults in South Jakarta Regency

“…Quercetin has been reported to improve muscle mass and mitochondrial content, particularly in conditions like cancer and chemotherapy-induced cachexia (VanderVeen et al, 2022). On the other hand, 8-Prenylnaringenin, a hop flavonoid, has been identified as a food substance with health benefits (Tanaka et al, 2022).…”

An Updated Review of the Genus Humulus: A Valuable Source of Bioactive Compounds for Health and Disease Prevention

“…In their study on the tissue distribution and pharmacokinetics of 8-PN versus naringenin in mouse models, Tanaka et al (2021) found the highest accumulation of 8-PN in the kidney and a significant accumulation in skeletal muscle. The authors also observed that 4 h after the ingestion of an average daily dose of 4.4 g/day/mouse of 8-PN, its plasma concentration increased and remained high up to 8 h after ingestion, being detectable even 24 h after and undetectable only after 48 h [158].…”